Head of Middle Market Underwriting

4 weeks ago

Toronto ON, Canada Insight Global Full time

Insight Global is currently looking for a Head of Underwriting, Middle Markets. Reporting to the VP/Head of Middle Markets, this leadership role is critical to driving our Insurance clients Property & Casualty underwriting strategy, ensuring robust risk assessment, while fostering a high-performing team. The ideal candidate will possess a blend of technical expertise, strategic vision, and engaging leadership.

Must-Haves:

  • 10+ years of property and casualty commercial underwriting experience in middle market.
  • Experience within Property and Casualty Underwriting in a leadership capacity, Director level or above
  • Experience leading and managing a team of technical underwriters (4+ people)
  • Possession of a Leadership profile within each of the 5 modalities (see plusses):
  • Strategic Vision
  • Portfolio Management & Technical Expertise
  • Leadership & Team Management
  • Customer Centric Approach
  • Middle Market Property and casualty Technical underwriting experience (hands-on)
  • Portfolio management (Risk) leadership experience
  • Strong influencer, with the ability to inspire and motivate a team.
  • Exceptional Communicator
  • Exceptional analytical and problem solving abilities
  • Strong knowledge of regulatory requirements and compliance standards

Leadership Profile:

1) Strategic Vision

  • Demonstrates deep understanding of the Canadian middle market segment, including trends, challenges, and opportunities, while developing and executing underwriting strategies aligned with long-term business objectives, and encouraging innovative approaches to underwriting by leveraging technology and data analytics to improve decision-making and efficiency.

2) Portfolio Management & Technical Expertise

  • Possesses extensive experience in P&C underwriting with strong analytical and problem-solving skills, a solid grasp of risk assessment, pricing, and portfolio management, and a deep understanding of regulatory and compliance requirements to optimize outcomes for a diversified portfolio.

3) Leadership & Team Management

  • Inspires and motivates the Technical Underwriting team to achieve high performance, acts as a mentor and coach fostering continuous learning and development, and promotes a collaborative environment across functions for shared learnings and cohesive operation.

4) Customer Centric Approach

  • Experience building and maintaining strong relationships with key broker partners, ensures the Technical Underwriting team delivers exceptional service and tailored solutions, and advocates for process improvements and efficiencies to enhance the underwriting function.

5) Communication Skills

  • Exceptional communicator with the ability to communicate complex technical information clearly and effectively to both technical and non-technical stakeholders, while engaging with senior leadership, executives, and external stakeholders to provide insights and updates on underwriting performance and strategy.

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